Highly enantioselective Michael addition of isobutyraldehyde to nitroalkenes

Tetrahedron

Volumn 66, Issue 17, 2010, Pages 3195-3198

  He, Tianxiong ^a   Gu, Qing ^a   Wu, Xin Yan ^a  

^a EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

Author keywords

Asymmetric catalysis; Bifunctional organocatalysts; Isobutyraldehyde; Michael reaction

Indexed keywords

1 2 AMINO 1,2 DIPHENYLETHYL 3 BENZYLTHIOUREA; ALKENE DERIVATIVE; ISOBUTYRALDEHYDE; THIOUREA DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYST; CHEMICAL STRUCTURE; CHIRALITY; ENANTIOSELECTIVITY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MICHAEL ADDITION; PRIORITY JOURNAL;

EID: 77949916612     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2010.02.069     Document Type: Article

References (35)

1. For recent reviews, see:
2. Norbert K., and Hoffmann-Roder A. Synthesis (2001) 171-196
3. Berner O.M., Tedeschi L., and Enders D. Eur. J. Org. Chem. (2002) 1877-1894
4. Sibi M.P., and Manyem S. Tetrahedron 56 (2000) 8033-8061
5. For selected reviews on organocatalysis, see:
6. Berkessel A., and Groger H. Asymmetric Organocatalysis (2005), Wiley-VCH, Weinheim
7. Dalko P.I. Enantioselective Organocatalysis (2007), Wiley-VCH, Weinheim
8. Dalko P.I., and Moisan L. Angew. Chem., Int. Ed. 40 (2001) 3726-3748
9. Dalko P.I., and Moisan L. Angew. Chem., Int. Ed. 116 (2004) 5138-5175
10. Pellissier H. Tetrahedron 63 (2007) 9267-9331
11. Dondoni A., and Massi A. Angew. Chem., Int. Ed. 47 (2008) 4638-4660
12. For recent reviews on organocatalytic asymmetric Michael addition reactions, see:
13. Christoffers J., and Baro A. Angew. Chem., Int. Ed. 115 (2003) 1726-1728
14. Notz W., Tanaka F., and Barbas III C.F. Acc. Chem. Res. 37 (2004) 580-591
15. Sulzer-Mosse S., and Alexakis A. Chem. Commun. (2007) 3123-3135
16. Vicario J.L., Badia D., and Carrillo L. Synthesis (2007) 2065-2092
17. Tsogoeva S.B. Eur. J. Org. Chem. (2007) 1701-1716
18. Wang W., Wang J., and Li H. Angew. Chem., Int. Ed. 44 (2005) 1369-1371
19. Wang J., Li H., Lou B., Zhu L., Guo H., and Wang W. Chem.-Eur. J. 12 (2006) 4321-4332
20. Yalonde M.P., Chen Y., and Jacobsen E.N. Angew. Chem., Int. Ed. 45 (2006) 6366-6370
21. Li P., Wang L., Wang M., and Zhang Y. Eur. J. Org. Chem. (2008) 1157-1160
22. Zhang Q., Ni B., and Headley A.D. Tetrahedron 64 (2008) 5091-5097
23. Chang C., Li S.-H., Reddy R.J., and Chen K. Adv. Synth. Catal. 351 (2009) 1273-1278
24. Zhang X.-J., Liu S.-P., Li X.-M., Yan M., and Chan A.S.C. Chem. Commun. (2009) 833-835
25. Zhang X.-J., Liu S.-P., Lao J.-H., Du G.-J., Yan M., and Chan A.S.C. Tetrahedron: Asymmetry 20 (2009) 1451-1458
26. Huang H., and Jacobsen E.N. J. Am. Chem. Soc. 128 (2006) 7170-7171
27. Tsogoeva S.B., and Wei S.-W. Chem. Commun. (2006) 1451-1453
28. Yalalov D.A., Tsogoeva S.B., and Schmatz S. Adv. Synth. Catal. 348 (2006) 826-832
29. Wei S.-W., Yalalov D.A., Tsogoeva S.B., and Schmatz S. Catal. Today 121 (2007) 151-157
30. Liu K., Cui H., Nie J., Dong K., Li X., and Ma J. Org. Lett. 9 (2007) 923-925
31. Li P., Wen S., Yu F., Liu Q., Li W., Wang Y., Liang X., and Ye J. Org. Lett. 11 (2009) 753-756
32. Li P., Wang Y., Liang X., and Ye J. Chem. Commun. (2008) 3302-3304
33. Jiang X.X., Zhang Y., Chan A.S.C., and Wang R. Org. Lett. 11 (2009) 153-156
34. He T., Qian J.-Y., Song H.-L., and Wu X.-Y. Synlett (2009) 3195-3197
35. McCooey S.H., and Connon S.J. Org. Lett. 9 (2007) 599-602